N-(3-(((2-amino-9H-purin-6-yl)oxy)methyl)benzyl)-3-((6-chloro-2-methoxyacridin-9-yl)amino)propanamide

ID: ALA5200059

Chembl Id: CHEMBL5200059

PubChem CID: 168290522

Max Phase: Preclinical

Molecular Formula: C30H27ClN8O3

Molecular Weight: 583.05

Names and Identifiers

Canonical SMILES:  COc1ccc2nc3cc(Cl)ccc3c(NCCC(=O)NCc3cccc(COc4nc(N)nc5[nH]cnc45)c3)c2c1

Standard InChI:  InChI=1S/C30H27ClN8O3/c1-41-20-6-8-23-22(13-20)26(21-7-5-19(31)12-24(21)37-23)33-10-9-25(40)34-14-17-3-2-4-18(11-17)15-42-29-27-28(36-16-35-27)38-30(32)39-29/h2-8,11-13,16H,9-10,14-15H2,1H3,(H,33,37)(H,34,40)(H3,32,35,36,38,39)

Standard InChI Key:  JUHOVAHJTCSLRW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5200059

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 583.05

Molecular Weight (Monoisotopic): 582.1895

AlogP: 5.00

#Rotatable Bonds: 10

Polar Surface Area: 152.96

Molecular Species: ACID

HBA: 9

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.47

CX Basic pKa: 8.39

CX LogP: 3.66

CX LogD: 3.05

Aromatic Rings: 6

Heavy Atoms: 42

QED Weighted: 0.16

Np Likeness Score: -1.00

References

1. Franco Pinto J, Fillion A, Duchambon P, Bombard S, Granzhan A..  (2022)  Acridine-O⁶-benzylguanine hybrids: Synthesis, DNA binding, MGMT inhibition and antiproliferative activity.,  227  [PMID:34731767] [10.1016/j.ejmech.2021.113909]

Source

Source(1):

• Scientific Literature